5-(2,4-Difluoro-phenyl)-isoxazole-3-carboxylic acid [1-(2,2-difluoro-ethyl)-piperidin-4-yl]-amide

ID: ALA4790829

PubChem CID: 162671278

Max Phase: Preclinical

Molecular Formula: C17H17F4N3O2

Molecular Weight: 371.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NC1CCN(CC(F)F)CC1)c1cc(-c2ccc(F)cc2F)on1

Standard InChI:  InChI=1S/C17H17F4N3O2/c18-10-1-2-12(13(19)7-10)15-8-14(23-26-15)17(25)22-11-3-5-24(6-4-11)9-16(20)21/h1-2,7-8,11,16H,3-6,9H2,(H,22,25)

Standard InChI Key:  IUHDOYWRTROPHC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    3.0319   -9.8048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0254   -8.9843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7297   -8.5738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4428   -8.9772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4493   -9.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7386  -10.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1507   -8.5627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1426   -7.7436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8505   -7.3291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9301   -6.5212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7303   -6.3443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1448   -7.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6031   -7.6629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9592   -7.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4334   -6.4670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2460   -6.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5858   -7.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1043   -7.9573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2942   -7.8759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8168   -8.5405    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.4033   -7.3710    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.4308   -7.3390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3254  -10.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6165   -9.8089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9100  -10.2196    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.6142   -8.9917    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13  9  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 19 20  1  0
 17 21  1  0
  8 22  2  0
  1 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4790829

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 371.33

Molecular Weight (Monoisotopic): 371.1257

AlogP: 3.08

#Rotatable Bonds: 5

Polar Surface Area: 58.37

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.82

CX Basic pKa: 5.41

CX LogP: 2.14

CX LogD: 2.14

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.82

Np Likeness Score: -2.34

References

1. Richard-Bildstein S,Aissaoui H,Pothier J,Schäfer G,Gnerre C,Lindenberg E,Lehembre F,Pouzol L,Guerry P.  (2020)  Discovery of the Potent, Selective, Orally Available CXCR7 Antagonist ACT-1004-1239.,  63  (24): [PMID:33314938] [10.1021/acs.jmedchem.0c01588]

Source

Source(1):

• Scientific Literature